Florida

Kissimmee vacation rentals

The vacation-home capital next door to Walt Disney World.

Best time to visit

Mid-January through early March and late August through November for lighter park crowds; summer is peak season.

Rental types

Resort pool homes · Themed family villas · Townhomes near the parks · Condos with resort amenities

Getting there

Fly into Orlando International (MCO), 25–30 minutes away. Kissimmee fronts US-192 and sits just off I-4 and the 429 toll road.

About Kissimmee

Kissimmee has hosted Orlando's visitors for decades, and it wears the role well: this is where the big vacation homes are. Entire resort communities — Windsor Hills, Emerald Island, Reunion, ChampionsGate — offer four- to twelve-bedroom houses with private pools, game rooms, and themed kids' bedrooms, most within a 15–25 minute drive of Walt Disney World's gates.

There's a real Florida town here too. Old Town Kissimmee keeps a retro strip of shops and Saturday-night classic car cruises, and downtown fronts Lake Tohopekaliga — 'Lake Toho' — famous for bass fishing and airboat tours through the headwaters of the Everglades.

Vacation rentals in Kissimmee

Kissimmee vacation rentals are built for groups: think screened private pools, theater rooms, and bunk beds shaped like castles, often for less per person than a single theme-park hotel room. Most resort communities add clubhouses with water slides, lazy rivers, and fitness centers.

Book early for school breaks — Christmas, spring break, and Thanksgiving sell out the best homes months ahead. Traveling outside peak weeks drops nightly rates sharply. For park days, check each home's drive time to the specific parks you care about: Disney is typically 15–25 minutes, Universal around 30, and SeaWorld about 25. Compare with nearby Davenport for similar homes on the corridor's west side, and see our Disney & Orlando guide for park strategy.

Things to do in Kissimmee (beyond the parks)

Ride an airboat across Lake Tohopekaliga or the Shingle Creek headwaters
Stroll Old Town Kissimmee and catch a Saturday classic-car cruise
Fish for trophy largemouth bass with a local guide on Lake Toho
Splash at the Kissimmee Lakefront Park playground and marina
Play the golf courses at Reunion and ChampionsGate
Drive 25 minutes to Walt Disney World or 30 to Universal Orlando

Family travel in Kissimmee

This is one of the easiest places in Florida to travel with kids: full kitchens for early breakfasts before rope drop, private pools for mid-afternoon breaks, and washer-dryers that halve your packing. Many homes include cribs, strollers, and pool-safety fences — worth confirming when you book.

Where to stay in Kissimmee

US-192 & Old Town

Classic Kissimmee — weekly car cruises, Fun Spot, and wall-to-wall dining along the tourist strip.

Lakefront & Downtown

Historic downtown and the Lake Tohopekaliga lakefront with a marina, splash pad, and farmers market.

Reunion & ChampionsGate area

Golf resort communities with large pool homes on the west side, closest to Disney.

Bellalago & Lakeshore

Quieter lake-area stays near the headwaters of the Everglades.

Kissimmee FAQs

How far is Kissimmee from Disney World?

Most Kissimmee vacation-home communities are 15–25 minutes from Walt Disney World's main entrances, depending on the neighborhood and park.

Is it cheaper to stay in Kissimmee than at a Disney hotel?

Usually, especially for families and groups. A multi-bedroom pool home typically costs less per person than on-property hotel rooms, and you gain a kitchen and private pool.

What is there to do in Kissimmee besides theme parks?

Airboat rides on Lake Tohopekaliga, Old Town's car cruises and rides, bass fishing, golf, and the lakefront park — plus Orlando's full attraction lineup within a half hour.